Journal of Organic Chemistry p. 4397 - 4399 (1984)
Update date:2022-08-04
Topics:
Zezza, Charles A.
Smith, Michael B.
Ross, Betsy A.
Arhin, Akwasi
Cronin, Patricia L. E.
The reaction of lactim ethers 1-3 with organolithium reagents has been found to be an effective method for the preparation of cyclic 2-alkyl imines 4-6.The method is most effective for the preparation of 2-aryl and sterically hindered 2-alkyl imines.In addition, treatment of 1-3 with excess organolithium provides a facile route to the rare cyclic 2,2-dialkyl amine derivatives 7-9.These reactions are characterized by mild reaction conditions and good yields and constitute a superior route to the title compounds.
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